Shady Sam is located just outside the walls of the Imperial City in The Elder Scrolls IV: Oblivion Remastered. To find him, fast travel to the Chestnut Handy Stables east of the Imperial City, then head north while hugging the city wall. He is usually found in an alcove or indentation along the northwestern part of the city wall, near the Elven Gardens District, dressed in black clothing with a hood. Shady Sam is there day or night, waiting for customers to buy lockpicks, potions, poisons, and skooma
. He tends to flee if guards approach, so avoid bringing trouble when seeking him out. You cannot persuade or bribe him to get better prices, and he sells lockpicks in bulk, unlike other vendors who sell them one at a time
. In summary, the best way to find Shady Sam is:
- Fast travel to Chestnut Handy Stables (east of Imperial City)
- Walk north along the city wall toward the Elven Gardens District
- Look for a shady figure dressed in black in an alcove by the wall
- Approach him to trade for lockpicks and other illicit goods